DE619439C - Process for the production of resinous condensation products - Google Patents

Process for the production of resinous condensation products

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Publication number
DE619439C
DE619439C DEA65183D DEA0065183D DE619439C DE 619439 C DE619439 C DE 619439C DE A65183 D DEA65183 D DE A65183D DE A0065183 D DEA0065183 D DE A0065183D DE 619439 C DE619439 C DE 619439C
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Prior art keywords
resin
acids
production
condensation products
acid
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Expired
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DEA65183D
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German (de)
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AEG AG
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AEG AG
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Publication of DE619439C publication Critical patent/DE619439C/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
    • C09J167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/26—Natural polymers, natural resins or derivatives thereof according to C08L1/00 - C08L5/00, C08L89/00, C08L93/00, C08L97/00 or C08L99/00
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31616—Next to polyester [e.g., alkyd]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2164—Coating or impregnation specified as water repellent
    • Y10T442/2172—Also specified as oil repellent
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2262—Coating or impregnation is oil repellent but not oil or stain release
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2549—Coating or impregnation is chemically inert or of stated nonreactance
    • Y10T442/2574—Acid or alkali resistant

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paper (AREA)
  • Organic Insulating Materials (AREA)

Description

DEUTSCHES REICHGERMAN EMPIRE

Bur. I.Bur. I.

"^ j : u O"^ j: u O

25 ΝΟΥ 193525 ΝΟΥ 1935

AUSGEGEBEN AM 1. OKTOBER 1935ISSUED ON OCTOBER 1, 1935

RErCHSPATENTAMTLEGAL PATENT OFFICE

PATENTSCHRIFTPATENT LETTERING

KLASSE 12 ο GRUPPE 26CLASS 12 ο GROUP 26

A05183IVC/120A05183IVC / 120

Tag der Bekanntmachung über die Erteilung des Patents: 12. September 1935Date of publication of the patent grant: September 12, 1935

Allgemeine Elektricitäts-Gesellschaft in Berlin Verfahren zur Herstellung von harzartigen KondensationsproduktenGeneral Electricity Society in Berlin Process for the production of resinous condensation products

Patentiert im Deutschen Reiche vom 26. Februar 19.32 abPatented in the German Empire from February 26, 19:32

Die Priorität der Anmeldung in den Vereinigten Staaten von Amerika vom 26. Februar 1931 ' ist in Anspruch genommen.The priority of filing in the United States of America on February 26, 1931 'is used.

Es ist bekannt, daß im allgemeinen als Ausgangsstoffe zur Herstellung von Alkydhärzen Glycerin und Phthalsäure verwendetIt is known that in general as starting materials for the production of alkyd resins Glycerin and phthalic acid are used

• werden; es ist ferner bekannt, daß man einen Teil des dreiwertigen Alkohols, z. B. Glycerin, durch einen zweiwertigen, z. B. Glykol, ersetzen kann. Auch an Stelle der im allgemeinen verwendeten Phthalsäure hat man bereits mehrbasische aliphatisch^ Säuren verwendet. Diese Kondensationsprodukte erreichen jedoch selbst bei Zugabe von bekannten plastifizierenden Stoffen niemals eine Elastizität, die der Elastizität des Gummis nahekommt. Durch die Erfindung werden nun solche besonders elastischen Massen dadurch erzielt, daß man die Kondensation von zweibasischen aromatischen Carbonsäuren mit dreiwertigen Alkoholen unter Mitverwendung von zweibasischen aliphatischen Säuren, zweiwertigen Alkoholen, Harzsäuren oder Naturharzen und trocknenden oder halbtrocknenden pflanzlichen ölen oder deren Fettsäuren durchführt. Ein Beispiel für Naturharzsäuren ist Abietinsäure. Die gewonnenen Produkte sind besonders als Überzüge nützlich, beispielsweise besonders vorteilhaft brauchbar als Überzug auf Fasermaterialgewebe und Papier, weil sie darauf einen biegsamen, zähen Überzug von guter elektrischer Festigkeit erzeugen, der weder durch Mineralsäure noch durch Petroleum oder .aromatische Lösungs-, mittel angegriffen wird.• will; It is also known that part of the trihydric alcohol, e.g. B. glycerin, by a divalent, z. B. glycol, can replace. Polybasic aliphatic acids have also been used in place of the phthalic acid that is generally used. However, even with the addition of known plasticizing substances, these condensation products never achieve an elasticity that comes close to the elasticity of rubber. With the invention, such particularly elastic compositions are achieved by condensing dibasic aromatic carboxylic acids with trihydric alcohols using dibasic aliphatic acids, dihydric alcohols, resin acids or natural resins and drying or semi-drying vegetable oils or their fatty acids. An example of natural resin acids is abietic acid. The products obtained are particularly useful as coatings, for example particularly useful as a coating on fiber material fabric and paper, because they produce a flexible, tough coating thereon of good electrical strength that is not attacked by mineral acids, petroleum or aromatic solvents .

So können beispielsweise Isolierbänder mit Hilfe der Kondensationsprodukte hergestellt werden, ferner kann das gleiche Material auch zur Herstellung anderer ölbeständiger, biegsamer Stoffe, beispielsweise zur Herstellung von Diaphragmen- für Benzinpumpen oder für Benzinmeßinstrumente, benutzt werden. For example, insulating tapes can be produced with the help of the condensation products the same material can also be used to manufacture other oil-resistant, flexible materials, for example for the production of diaphragms for gasoline pumps or for gasoline meters.

Beispiel 1example 1

213 Gewichtsteile Phthalsäureanhydrid,
129 - Glycerin,213 parts by weight of phthalic anhydride,
129 - glycerin,

456 - Bernsteinsäure,456 - succinic acid,

242 - Glykol,242 - glycol,

200 - . Harz,200 -. Resin,

80 - Chinaholzöl80 - Chinese wood oil

werden zusammengemischt und möglichst schnell auf 2500 erhitzt. Diese Temperatur wird beibehalten, bis das Reaktionsprodukt klar geworden und die Säurezahl unter einen Wert von etwa 35 gesunken ist. Die Temperatur, auf die man die Ausgangsstoffe anfangsare mixed together and heated to 250 0 as quickly as possible. This temperature is maintained until the reaction product has become clear and the acid number has fallen below a value of about 35. The temperature at which the starting materials are initially

erhitzt, kann etwa zwischen 230 und 270 ° schwanken. Es wird auf diese Weise ein Kunstharz erhalten, das außerordentlich geeignet zur Herstellung flüssiger Anstrichmittel ist. Solche Anstrichmittel bilden nach dem Erhärten einen zähen, sehr biegsamen, öl-, alkali- und säurebeständigen unlöslichen Film von guten elektrischen Eigenschaften. Das Harz kann in Lösungsmitteln, wieheated, can vary between 230 and 270 °. It becomes one that way Obtained synthetic resin, which is extremely suitable for the production of liquid paints is. After hardening, such paints form a tough, very flexible, oil-, alkali- and acid-resistant insoluble film with good electrical properties. The resin can be used in solvents such as

Lo Aceton-, Butylalkohol, Äthylacetat, Furfurol, Toluol, Alkohol, speziellen Harzlösungsmitteln oder Lösungsmittelgemischen, äufgelösl) werden.Lo acetone, butyl alcohol, ethyl acetate, furfural, Toluene, alcohol, special resin solvents or solvent mixtures, liquid-soluble) will.

Ein auf diese Weise hergestellter Lade stellt ein außerordentlich brauchbares Imprägniermittel für Gewebe oder Papier dar. Stoffe, die mit ihm behandelt sind, sind äußerst biegsam, sehr zähe, elektrisch sehr gut, gegen Öl sehr beständig und unempfind-Hch gegen mehrwöchentliches Erhitzen auf 100 bis 105°. Die Erhärtungsdauer des Lackes beträgt bei dünnen Überzügen rund 4 Stunden bei 135 bis 1400.A drawer made in this way is an extremely useful impregnating agent for fabric or paper. Fabrics that are treated with it are extremely flexible, very tough, electrically very good, very resistant to oil and insensitive to heating to 100 to several weeks 105 °. The hardening time of the lacquer is around 4 hours at 135 to 140 0 for thin coatings.

Die Mengenverhältnisse der Ausgangsstoffe können in verschiedener Hinsicht geändert werden. So ergibt sich ein etwas weniger biegsames, aber etwas rascher erhärtendes, härtere und zähere Filme bildendes Harz nach dem folgenden Beispiel 2.The proportions of the starting materials can be changed in various ways will. The result is a somewhat less flexible, but somewhat faster setting, harder and tougher film-forming resin according to Example 2 below.

Beispiel 2Example 2

235 Gewichtsteile Phthalsäureanhydrid, 118 - ,Glycerin,235 parts by weight of phthalic anhydride, 118 -, glycerine,

23S - Bernsteinsäure,23S - succinic acid,

230 - Glykol,230 - glycol,

200 , - Harz,200, - resin,

80 - Chinaholzöl.80 - Chinese wood oil.

Die Arbeitsweise ist die gleiche wie im Beispiel i, und diese Arbeitsweise kann auch zur Herstellung eines Harzes aus folgenden Bestandteilen dienen:The mode of operation is the same as in example i, and this mode of operation can also be used for Production of a resin from the following components are used:

Beispiel 3Example 3

426 Gewichtsteile Phthalsäureanhydrid,426 parts by weight of phthalic anhydride,

258 ■ - Glycerin, ·258 ■ - glycerine, ·

912· - Bernsteinsäure,912 - succinic acid,

400 . "- Dammar,400 "- Dammar,

160 - Chinaholzöl,160 - Chinese wood oil,

484 - Äthylenglykol.484 - ethylene glycol.

- Die Herstellungsbedingungen aus den genannten Ausgangsstoffen können in verschiedener Weise abgeändert werden, wie es sich aus den folgenden Beispielen ergibt:- The production conditions from the starting materials mentioned can be different Modified in a manner as shown in the following examples:

Beispiel 4Example 4

852 Gewichtsteile Phthalsäureanhydrid, ■ 356 - Glykol,852 parts by weight of phthalic anhydride, ■ 356 - glycol,

800 - Harz,800 - resin,

180. -" . Glycerin180 .-- ". Glycerin

werden unter Rühren auf etwa 210° erhitzt und dann werden 320 Gewichtsteile Chinaholzöl hinzugefügt. Man erhöht die Temperatur der Masse auf 240 ° und erhitzt das Harz, bis es klar geworden ist. Alsdann werden 612 Gewichtsteile Glykol und 1168 Gewichtsteile Bernsteinsäure hinzugefügt, und die harzartige Masse wird wieder so lange erhitzt, bis sie klar geworden ist. Alsdann erfolgt der Zusatz von 336 Gewichtsteilen Glycerin und 648 Gewichtsteilen Bernsteinsäure und eine nochmalige Erhitzung bis zur Bildung eines klaren Harzes.are heated with stirring to about 210 ° and then 320 parts by weight of Chinese wood oil added. The temperature of the mass is increased to 240 ° and the resin is heated until it has become clear. Then become 612 parts by weight of glycol and 1168 parts by weight of succinic acid added, and the resinous mass is heated again until it has become clear. Then 336 parts by weight of glycerol and 648 parts by weight of succinic acid are added and heating again until a clear resin is formed.

75 Beispiel 5 75 Example 5

800 Gewichtsteile Abietinsäure, 770 - Glycerin (50 °/0 Über800 parts by weight of abietic acid, 770 - glycerine (50 ° / 0 over

schuß),shot),

852 - Phthalsäureanhydrid,852 - phthalic anhydride,

965 - Äthylenglykol,965 - ethylene glycol,

80 - Leinölfettsäure80 - linseed oil fatty acid

werden am Rückflußkühler auf 175 bis i8o° etwa 30 Minuten lang erhitzt und es werden dann in vier Portionen insgesamt 320 Gewichtsteile Chinaholzöl hinzugefügt, die Masse bei 2400 so lange erhitzt, bis sie klar geworden ist und nach Zusatz von 1820 Gewichtsteilen Bernsteinsäure bis zur Harzbildung weiter erhitzt. Der Überschuß des Glycerins wird durch Vakuumdestillation entfernt. Auf diese Weise entsteht ein Harz mit einer niedrigeren Säurezahl als nach der erst angegebenen Methode. Außer den in den Beispielen angegebenen Harzbestandteilen können als zweiwertige Alkohole ζ. B. Propylenglykol, Diäthylenglykol, Tetramethylenglykol benutzt werden. Als zweibasische aliphatische Säuren können Malonsäure, Maleinsäure, Fumarsäure, Glutar-, Adipin-, Pirnelin-, Korksäure usw. verwendet werden. An Stelle von Phthalsäure oder dessen Anhydrid können andere zweibasische aromatische Säuren und außer Glycerin können andere dreiwertige Alkohole benutzt werden. Als Harzzusatz können Kolophonium oder andere Naturharze oder deren Säuren benutzt werden, beispielsweise Dammarharz, Kauri, Kopal. An Stelle des Chinaholzöls können no andere trocknende sowie halbtrocknende pflanzliche öle, wie Leinöl, Perillaöl und Sojaöl, benutzt werden.are heated under reflux to 175 to i8o ° for about 30 minutes and there are then a total added in four portions of 320 parts by weight of China wood oil, the mass is heated so long at 240 0 until it became clear and after the addition of 1820 parts by weight of succinic acid to the resin formation further heated. The excess glycerol is removed by vacuum distillation. In this way, a resin is produced with a lower acid number than with the method mentioned above. In addition to the resin components specified in the examples, dihydric alcohols ζ. B. propylene glycol, diethylene glycol, tetramethylene glycol can be used. As the dibasic aliphatic acids, malonic acid, maleic acid, fumaric acid, glutaric, adipic, pirnelic, suberic acid, etc. can be used. Instead of phthalic acid or its anhydride, other dibasic aromatic acids and, in addition to glycerol, other trihydric alcohols can be used. Colophony or other natural resins or their acids can be used as resin additive, for example dammar resin, kauri, copal. Instead of Chinese wood oil, other drying and semi-drying vegetable oils such as linseed oil, perilla oil and soybean oil can be used.

Claims (2)

Patentansprüche: 11S.Claims: 11 pp. i. Verfahren zur Herstellung von harzartigen Kondensationsprodukten aus dreiwertigen Alkoholen und zweibasischen aromatischen Carbonsäuren, dadurch gekennzeichnet, daß die Harzbildung unter Mitverwendung von zweibasischen ali-i. Process for the production of resinous condensation products from trivalent Alcohols and dibasic aromatic carboxylic acids, characterized in that the resin formation under Use of dibasic ali- phatischen Säuren und zweiwertigen Alkoholen, Harzsäuren oder Naturharzen und trocknenden oder halbtrocknenden pflanzlichen Ölen oder deren Fettsäuren durchgeführt wird.phatic acids and dihydric alcohols, resin acids or natural resins and drying or semi-drying vegetable oils or their fatty acids. 2. Verfahren nach Anspruch i, dadurch gekennzeichnet, daß Glycerin und Phthalsäureanhydrid gemeinsam mit Bernstein' säure, Glykol, Naturharz und Chinaholzöl erhitzt werden.2. The method according to claim i, characterized in that glycerol and phthalic anhydride can be heated together with succinic acid, glycol, natural resin and quinine wood oil.
DEA65183D 1931-02-26 1932-02-26 Process for the production of resinous condensation products Expired DE619439C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US51849731 US1975569A (en) 1931-02-26 1931-02-26 Improvements in and relating to resinous compositions derived from polyhydric alcohols and polybasic acids
US561029A US1925903A (en) 1931-02-26 1931-09-03 Cementing composition

Publications (1)

Publication Number Publication Date
DE619439C true DE619439C (en) 1935-10-01

Family

ID=22039169

Family Applications (1)

Application Number Title Priority Date Filing Date
DEA65183D Expired DE619439C (en) 1931-02-26 1932-02-26 Process for the production of resinous condensation products

Country Status (5)

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US (3) US1975569A (en)
BE (1) BE386101Q (en)
DE (1) DE619439C (en)
FR (3) FR726745A (en)
GB (1) GB393034A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE973484C (en) * 1941-11-30 1960-03-03 Siemens Ag Highly heat-resistant adhesive and impregnation agent for insulating tapes, fiber-insulated cables and coils for electrical purposes

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2418303A (en) * 1941-07-12 1947-04-01 Ralph G Luff Laminated photographic material and process for producing the same
US2481532A (en) * 1942-10-05 1949-09-13 Pockel Irving Process of making mustard gas resistant fabric
US2541813A (en) * 1947-11-08 1951-02-13 Gen Electric Calorizing process
US2603575A (en) * 1949-11-17 1952-07-15 Jr August F Schramm Method of making a stiffened permeable resin coated fibrous sheet
US2667098A (en) * 1951-06-12 1954-01-26 Rafry L Mcmullen Head for musical instruments
US2687387A (en) * 1951-12-29 1954-08-24 Anaconda Wire & Cable Co Wire coating composition
US2791568A (en) * 1952-02-02 1957-05-07 Armour & Co Non-yellowing baking finish
US3309260A (en) * 1960-02-19 1967-03-14 Minnesota Mining & Mfg Composite film-fabric electrical insulating sheet
US3099545A (en) * 1961-02-01 1963-07-30 Richard S Johnson Buffing wheel
US3372048A (en) * 1963-07-31 1968-03-05 American Cyanamid Co Process for the color restoration of faded textile materials and articles produced thereby
US4308782A (en) * 1979-10-04 1982-01-05 Remo, Incorporated Laminated head of plastic sheet material and a synthetic fabric material having random fiber orientation
US4368316A (en) * 1980-06-02 1983-01-11 Sun Chemical Corporation Process for the preparation of high-solids rosin-modified polyesters
US4362081A (en) * 1980-10-06 1982-12-07 Remo, Inc. Laminated head of plastic sheet material and nonimpregnated synthetic woven fabric material

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE973484C (en) * 1941-11-30 1960-03-03 Siemens Ag Highly heat-resistant adhesive and impregnation agent for insulating tapes, fiber-insulated cables and coils for electrical purposes

Also Published As

Publication number Publication date
GB393034A (en) 1933-06-01
FR41896E (en) 1933-05-01
FR726745A (en) 1932-06-02
US1975569A (en) 1934-10-02
FR42244E (en) 1933-06-16
US2060665A (en) 1936-11-10
BE386101Q (en) 1932-03-31
US1925903A (en) 1933-09-05

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